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A new selective cobalt acetate tetrahydrate or cerium nitrate hexahydrate mediated cleavage of the C–N bond of a benzoyl isothiocyanate derivative to give (carbamoylamino)methanethioamide is presented. The cleavage of the C–N could not be achieved in the absence of thione. The novel silver-mediated conversion of a thione to the carbonyl was achieved on 1-((benzamido)formyl)urea and replicated on (carbamoylamino)methanethioamide to give the deaminolyzed bisurea (dicarbamolyamine). The compounds were characterized by IR, NMR, microanalysis and GC–MS. The single crystal X–ray diffraction studies of the crystal structures of compoundsI,II,IIIandVis discussed.

C 12 H 14 N 2 O 3 S, triclinic, P 1 (no.2), a =7.4237(4)A, b =8.7173(5) A, c =11.3227(6) A, ’ =73.411(2)°,% =72.173(3)°, ! =68.967(3)°, V =638.2A 3 , Z =2, R gt (F) =0.0426, wR ref (F 2 ) =0.1158, T =200 K. Source of material Thecompound was synthesized upon reacting the free hexanoicacidwithTMSClinmethanol.Crystalssuitableforthediffractionstudywereobtaineduponfreeevaporationofthesolventatroomtemperature. Experimental details Carbon-boundHatomswereplacedincalculatedpositions(C–H0.95 Afor aromatic carbon atoms, C–H 1.00 Afor methinegroups) and were included in the refinement in the riding modelapproximation,with U iso (H)setto1.2 U eq (C).TheHatoms ofthemethyl groups were allowed to rotate with afixed angle aroundtheC–Cbondtobestfittheexperimentalelectrondensity(HFIX137 in the SHELXprogram suite [7],with U iso (H) setto1.5 U eq (C). Both nitrogen-bound Hatomswere located on adif-ferenceFourier mapand refinedfreely. Discussion Chelateliganshavefoundwidespreaduseincoordinationchem-istry as coordination compounds formed by them show amark-edly higher stability than coordination compounds formed fromcomparable but exclusively monodentate ligand systems. Mixed

C9H9NO2S, orthorhombic, Pna21 (no. 33), a =9 .6168(2) A, b =9 .0206(2) A, c =1 1.0006(2) A, V =9 54.3 A 3 , Z =4 , Rgt(F) =0 .0242, wRref(F 2 ) =0 .0659, T =2 00 K. Source of material Th et itle compound was obtained upon reacting benzoyl chloride with ammonium thiocyanate in acetone and, subsequently, with boiling methanol. Crystals suitable for the Xray analysis were obtained upon storage of the oily residue at room temperature for one week. Experimental details Carbon-bound Ha toms were placed in calculated positions (C–H 0.95 Af or aromatic carbon atoms) and were included in the refinement in the riding model approximation, with Uiso(H) se tt o 1.2Ueq(C). The Ha toms of the methyl group were allowed to rotate with af ixed angle around the C–C bond to best fit the experimenta le lectron density (HFIX 137 in the SHELX program suite [5]), with Uiso(H) se tt o1 .5Ueq(C). The nitrogen-bound Ha tom was placed in ac alculated position (N–H 0.88 A) and was included in the refinement in the riding model approximation, with Uiso(H) se tt o1 .2Ueq(N).